4-(bromomethyl)-3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile | 457866-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(bromomethyl)-3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile
• CAS: 457866-17-0
• 化学式: C₁₃H₁₅BBrNO₂
• 分子量: 307.983
• InChiKey: WJJYGGYKVHVCML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(bromomethyl)-3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile 在 镍 茴香硫醚 、 氨 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 20.0 ℃ 、3.45 MPa 条件下， 反应 18.5h， 生成
  参考文献：
  名称：

  A Colorimetric Sensing Ensemble for Heparin

  摘要：

  A receptor possessing ammoniums and a novel amino acid with a boronic acid side chain was designed and synthesized. The receptor shows good affinity and selectivity for heparin over similar polysaccharides possessing lower anionic charge density. The affinity for heparin is similar to that for a heparin disaccharide, indicating that disaccharidic units are the likely sites for binding to the receptor. The receptor has a potential use for creating a colorimetric assay for heparin.

  DOI：

  10.1021/ja020505k
• 作为产物：
  描述：

  3-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-4-methylbenzonitrile 在 偶氮二异丁腈 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 18.0h， 以85%的产率得到4-(bromomethyl)-3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile
  参考文献：
  名称：

  A Colorimetric Sensing Ensemble for Heparin

  摘要：

  A receptor possessing ammoniums and a novel amino acid with a boronic acid side chain was designed and synthesized. The receptor shows good affinity and selectivity for heparin over similar polysaccharides possessing lower anionic charge density. The affinity for heparin is similar to that for a heparin disaccharide, indicating that disaccharidic units are the likely sites for binding to the receptor. The receptor has a potential use for creating a colorimetric assay for heparin.

  DOI：

  10.1021/ja020505k